KR20150066808A - Compositions for nail-care - Google Patents

Abstract

The present invention relates to a composition for fingernail and toenail care. The composition for the fingernail and toenail care according to the present invention contains a fingernail and toenail care material having a specific functional group enabling a covalent bond with protein residues on the surface of the fingernail or the toenail to form the covalent bond without damage to the fingernail or the toenail, thereby providing a desired semipermanent fingernail and toenail care effect.

Description

Compositions for nail-care < RTI ID = 0.0 >

The present invention relates to a reactive claw care substance and a composition for a hand and toenail care, to which a functional group binding to a protein is bound.

In general, hand and nail care agents can be categorized into products that impart luster according to the efficacy and effects given to nails and toenails, and products that give enhancement functions.

In the case of shiny products, nails, claws, or surrounding skin may be supplied with moisture, oil or nutrients to relieve or prevent dryness, helping nails or toenails grow healthily, filling the surface irregularities of the hands and claws The surface of the nails or toenails is coated to give a glazed appearance and look healthy. Most of these products contain nutrients such as proteins, vitamins, and other nutrients such as calcium, moisturizers, and mineral complexes that fill the surface irregularities. Products that are reinforced are coated with a thin film on the hands and claws to prevent abnormalities such as cracks or cracks in the nails or toenails caused by disease or trauma, helping to grow healthy and hard and helping to form a normal appearance. Most of these products generally contain minerals such as diamond fine particles in addition to nutrients, moisture, and oil supplying materials. These hand and claw care agents are highly utilizable because they can easily be used for hand and toenails which are weakened by weakness of nails and toenails or by frequent procedures such as manicure or pedicure. However, the products currently on the market are not persistent due to their cleaning and friction, have to be treated repeatedly several times, and have a disadvantage that the state of the hands and toenails is returned to before the product is used.

Patent Document 1 relates to a non-aqueous personal care product for skin. In the non-aqueous part, a functional group capable of covalently bonding with protein residues on the surface of skin is provided with a carbonate, an aldehyde, a propionaldehyde, a butylaldehyde ), Nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, hydroxy, and the like. But are not limited to, hydroxysuccinimidyl ester, imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, ), Thioether, acrylonitrile, acrylic acid or methacrylic ester, disulfide, At least one selected from the group consisting of ketones and functional groups represented by RX (wherein R is any one selected from the group consisting of alkyl, aryl, aralkyl, cyclic and unsaturated rings and X is I, Br or Cl) Discloses a personal care product for skin characterized in that it is separated into a non-aqueous part and a water-based part including a conditioning component having a hydrophilic property and a conditioning component having a hydrophilic property and is mixed immediately before use. However, Since the content of amino acids in the skin constituting the skin is targeted and reacted with lysine containing a small amount of skin keratin (3.1 to 6.9%), the reaction efficiency is lowered and the respective substances must be separately synthesized .

Korean Patent Publication No. 2008-0064467

SUMMARY OF THE INVENTION It is an object of the present invention to provide a composition for hand and toenails which is capable of continuously imparting a semi-permanent hand and claw care effect without damaging the nail or toenails.

As a means for solving the above-mentioned problems, the present invention provides a composition for hand and toe care comprising a carbodiimide compound and a hand and toe care substance.

As another means for solving the above-mentioned problems, the present invention provides a hand and claw care substance which comprises at least one compound selected from the group consisting of carbodiimide, imido ester, aryl azide, diazyline, hydroxymethylphosphine, pentafluorophenyl ester, pyridyl disulfide, A reactive claw care substance to which a functional group covalently bonded to at least one skin surface protein selected from the group consisting of sulfo-hydroxysuccinimide ester, alkoxyamine, hydrazide, haloacetyl, and azide is bonded.

As another means for solving the above problems, the present invention provides a composition for hand and toe care comprising the reactive hand and toe care substance.

The composition for hand and toe care according to the present invention contains a reactive claw care substance and / or a carbodiimide compound into which a specific functional group capable of covalent bonding with a protein residue of the nail or toenails is introduced, It forms a covalent bond and provides a semi-permanent hand and toenail care effect.

The present invention relates to a composition for hand and toe care comprising a carbodiimide compound and a hand and toe care substance.

The composition for hand and toe care according to the present invention can be prepared, for example, by reacting a carbodiimide compound with a conventionally known hand and toenails care substance to form a reactive nail care substance combined with a carbodiimide group, By forming a covalent bond with the protein, it is possible to maximize the hand and claw care effect.

The carbodiimide compound may be used in an amount of 0.001 to 10 parts by weight, 0.01 to 7 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the total composition. If the content is less than 0.001 parts by weight, the amount of the covalent bond is too small to exhibit a substantial effect, and a continuous effect is difficult to be exhibited. If the content is more than 10 parts by weight, The carbodiimide compound reacts with the efficacious substance in a state in which it does not react with the hand and toenails, thereby failing to improve persistence and acting as a lost ingredient.

In the present invention, the 'hand-to-nail care effect' refers to a nail or claw, or to supply moisture, oil or nutrients to the surrounding skin to relieve or prevent dryness to help nails or claws grow healthy, ㆍ It means the function to fill or uneven the surface irregularities of the nail so that the surface of the nail or toenails appears glazed or lustrous and looks healthy.

The hand and toenails care substance used in the present invention may be at least one selected from the group consisting of natural product extracts such as plants, plants and minerals, AMP-isostearyl hydrolyzed silk, bis-aminopropyldimethicone / IPDI copolymer (Bis-Aminopropyl Dimethicone / IPDI Copolymer), Capryloyl Serine / Silk Amino Acid Methyl Esters, Deoxyglutamyl Fructose, Dimethyl Urea, The present invention relates to a process for preparing a polylactic acid copolymer comprising the steps of: hydrolyzed collagen, hydrolyzed keratin, 2-methylpropanal, palmitoyl serine / silk amino acid methyl esters, At least one member selected from the group consisting of Polyacrylate-12 and Undecenoyl Serine / Silk Amino Acid Methyl Esters There. Also, the compound may include at least one reactor selected from the group consisting of -COONa, -COOK, -COOH, -NH ₂ , -NHR, and -NR ₂ groups in order to make the reaction easier and easier. However, It does not.

The hand and claw care material is preferably used in an amount of 0.001 to 50 parts by weight, 0.001 to 30 parts by weight, 0.01 to 10 parts by weight, or 0.1 to 5 parts by weight based on 100 parts by weight of the total composition. If the content is less than 0.001 part by weight, there is a problem of effective performance limit. If the content is more than 50 parts by weight, there is a problem in formulation and formulation stabilization.

In particular, in the present invention, the hand and toenail care substance can increase the reaction efficiency with the carbodiimide-based compound by including a carboxyl group or an amine group in the molecule.

In addition, in the present invention, the hand and toe care substance may have a functional group capable of covalent bonding with protein residues on the nail or toenail surface.

The functional groups covalently bonded to the protein include carbodiimide, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy amines, The present invention also relates to a process for the preparation of a medicament for the treatment and / or prophylaxis of a disease or condition selected from the group consisting of hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, May be at least one selected from the group consisting of imidazole, oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide and ketone , But is not limited thereto.

In addition, the protein may comprise reactive residues of thiol, hydroxyl, carboxyl or amine.

The carbodiimide compound is generally referred to as a compound containing a structure represented by the following formula (1) in the molecule.

[Chemical Formula 1]

-N = C = N-

The carbodiimide compound preferably has at least 1 to 1000 structures represented by the formula (1), more preferably 1 to 100 structures represented by the formula (1) It is more preferable that the structure includes 1 to 10 structures in the molecule.

In this case, if the number of the carbodiimide groups represented by the formula (1) exceeds 1,000 in one molecule, the viscosity of the starting material is too large, the molecular weight is excessively large, the reaction position where the reaction can be performed becomes excessively large, The molecule having the bodymide group becomes too large, and the efficiency is lowered by blocking the portion showing the functional effect of the molecule having the substantial function.

In the present invention, a specific example of the carbodiimide compound may be a compound represented by the following general formula (2), and in the following general formula (2), the compound wherein n is 4 and m is 11 may be benzene, 1,3, Isocyanato-1-methylethyl) -, homopolymer, polyethylene glycol mono-ether-block (benzene, 1-isocyanato- Me-ether-blocked (hereinafter referred to as polymeric carbodiimide compound of formula (2)).

(2)

In the above formula (2), n is 1 to 100 and m is 1 to 100.

Another example of the carbodiimide compound in the present invention is 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide, which is a compound represented by the following formula (3) carbodiimide or 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.HCl may be used.

(3)

In a preferred embodiment of the composition for hand and toe care according to the present invention, a hand and claw care component having a carboxyl group is made into a form of a reactive ester claw-and-claw care component having direct bio reactivity, or a keratin To 23.5%)) of the amino acid (ex, aspartic acid, glutamic acid) is reactively esterified to form a reactive ester form (for example, carboxymidic compound having a reactive group using a carbodiimide compound capable of targeting a hand and claw care component containing an amine group Reactive < / RTI > hand and toenail care ingredients) to increase the reaction efficiency, thereby significantly increasing the effect. In addition, it is also possible to use carbodiimides, imidoesters, aryl azides, diazylines, hydroxymethylphosphines, pentafluorophenyl esters, pyridyl disulfides, sulfo-hydroxysuccinimide esters, alkoxy The effect can be further enhanced by using a hand and claw care component containing a functional group such as amine, hydrazide, haloacetyl, or azide in the molecule.

As a more preferable embodiment, a polymeric carbodiimide compound of formula (2) or 1-ethyl-3- (3-dimethylaminopropyl) carbazole is firstly added to the surface of a claw- A carbodiimide compound such as 1-ethyl-3- (3-dimethylaminopropyl) carbodiimide.HCl is firstly reacted to form a reactive ester, and a reactive ester functional group, ㆍ Excellent claw-and-claw care effect can be obtained by reacting the claw care substance or reacting with the amine on the nail or claw surface. The reaction is preferably carried out at a pH of 2 to 10, more preferably at a pH of 3 to 9, most preferably at an acidic to slightly acidic pH of about 4 to 5 The reaction efficiency can be increased most. The reaction is completed within 1 minute to 30 minutes.

In the following reaction scheme 1, a molecule of a hand and claw care substance having a carboxyl group (hand and claw care component) reacts with a carbodiimide compound to form a reactive ester, and then reacts with an amino acid of a living body having an amine residue to form a covalent bond The reaction scheme is shown in Fig.

[Reaction Scheme 1]

In the following reaction formula 2, asparaginic acid and glutamic acid which are carboxylamino group-bearing biogenic amino acids on the surface of the protein are reacted with a carbodiimide compound in a primary reaction to form a reactive ester, followed by a hand and toenails care substance To form a covalent bond.

[Reaction Scheme 2]

The carbodiimide compound increases the reaction efficiency of the nail or toenail protein and the hand and toenail care component, so that the reactive hand and toenails care component bonded to the nail or toenails will fall off during general cleaning due to shampoo or soap And can remain permanently attached to the nail or toenails.

The present invention also relates to a method for the treatment of claw and foot care comprising adding to a hand and claw care substance a carbodiimide group, an imidoester, an aryl azide, a diazyline, a hydroxymethylphosphine, a pentafluorophenyl ester, a pyridyl disulfide, a sulfo-hydroxysuccinimide ester , Alkoxyamine, hydrazide, haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenyl carbonate, aziridine, isocyanate, thiocyanate, epoxide, tresylate, succinimide, hydroxy Selected from the group consisting of succinimidyl esters, imidazoles, oxycarbonylamidazoles, imines, thiols, maleimides, vinyl sulfones, ethyleneimines, thioethers, acrylonitriles, acrylic acid or methacrylic esters, disulfides and ketones A reactive claw-care substance in which a functional group covalently bonded to at least one protein is bound, It can hamhal.

For example, as shown in Reaction Scheme 1, a carbodiimide compound may be bonded to a carbodiimide group to form a hand and claw care substance. In addition, the present invention may include a composition for hand and toe care comprising the reactive claw-care material.

In order to increase the secondary effects of the composition for hand and toe care according to the present invention, fatty acids such as palmitic acid and stearic acid, fatty alcohols, long chain alkyl quaternary ammonium salts of straight chain and branched chain, and the like When mixed with a cationic polymer such as a cationized surfactant, cationized cellulose, cationic guar, cationized polyvinylpyrrolidone, silicone, etc., formulation can be facilitated. In addition, for formulation, auxiliary ingredients such as a solvent, a surfactant, a thickener, a stabilizer, a preservative, a colorant, a pH adjuster, a sequestering agent, a colorant, a pearlizing agent, can do. The ingredients for the formulation may be used in an amount of 40 to 99 parts by weight based on 100 parts by weight of the total composition.

The composition for hand and toe care according to the present invention can be used for prescription of a composition for hand and toe care including a component of a hand and toenails care function having a functional group. Application examples of nail products generally include nail or claw tidying, protective base, manicure, top coat, nutrient, nail strengthener, gel and the like.

More preferably, the composition for hand and toe care according to the present invention comprises a hand and toenails care substance containing a carbodiimide compound and at the same time having a reactive functional group, and when the activity of the above preparation is lowered in the aqueous system, It is easier to maintain its activity in aqueous formulations and may be mixed with a buffer for pH control just prior to use, or may be brought into contact with water during the washing process. Examples of non-aqueous formulations include liquid, sheet, powder, tablet, oil, wax, ampoule, gel and the like which are used as ordinary non-aqueous cosmetic preparations. In addition, the carbodiimide compound and the hand and toe care substance can be formulated as a single agent in an encapsulated form or in two separate forms, respectively. Also, a method of blocking a derivative having a reactive functional group and a component having a claw-and-claw-care function from moisture through encapsulation can also be used.

To increase the hand and toenails care effect of a functional group in the composition for hand and toe care according to the present invention, a combination of 2-basic acid esters such as dioctyl succinate, dioctyl adipate, and diethyl sebacate, polyol, Glycol, propylene glycol, hexylene glycol, butanediol and isomers thereof, glycerol, benzyl alcohol, ethoxydiglycol and derivatives thereof. The above-mentioned solvents increase the permeability of nails or toenails and are used as a solvent of a poorly soluble substance. More preferably, the solvent used for enhancing the activity-maintaining effect of the hand and toe care substance having a functional group is diethyl sebacate, ethoxy glycol, bis-ethoxy glycol cyclohexane 1,4-dicarboxylate and the like .

Hereinafter, the present invention will be described in detail with reference to examples. However, the following examples are illustrative of the present invention, and the present invention is not limited to the following examples.

Example  1 to 3 and Comparative Example  1-3

The compositions for hand and toenails of Examples 1 to 3 and Comparative Examples 1 to 3 were prepared by the compositions and contents shown in the following Table 1, and the compositions were tested for 20 persons.

 For each subject's left fingernail, about 100 μl of each composition was applied and reacted at 25 ° C for 30 minutes. After 10 days, the smoothness, shine, and strength of the fingernail surface were compared with the right fingernail without any treatment, Were evaluated on the 5 - point scale.

Category (% by weight) Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Example 3 Distilled water 49.0 49.0 49.0 46.0 46.0 46.0 Hydrolyzed keratin 1.0 - 0.5 1.0 - 0.5 AMP-isostearyl hydrolyzed silk - 1.0 0.5 - 1.0 0.5 Benzene, 1,3, -bis (1-isocyanato-1-methylethyl) -, homopolymers, polyethylene glycol mono-ether- - - - 3.0 3.0 3.0 Citrate buffer (pH 4.5) 50.0 50.0 50.0 50.0 50.0 50.0 Sum 100.0 100.0 100.0 100.0 100.0 100.0

The results of the experiments of Examples 1 to 3 and Comparative Examples 1 to 3 (Table 2) show that the bioreactive group is substituted for the hand and toenail care that is not substituted with the bioactive reactive group as compared with Comparative Examples 1 to 3 which do not contain carbodiimide The cases of Examples 1 to 3 using one derivative were evaluated as excellent in hand and claw care effect and persistence.

Score (1 to 5) compared to nails not coated with composition One
It is not very 2
Not like that 3
Similar 4
Yes 5
it really is Evaluation of treated nails Comparative Example 1 Comparative Example 2 Comparative Example 3 Example 1 Example 2 Example 3 The surface is smooth. 3.1 2.4 3.2 4.8 3.7 3.6 The surface is shiny. 2.6 3.4 2.1 3.4 4.3 3.1 My fingernails are tight. 3.3 2.3 4.1 4.0 4.7 4.0

Claims (9)

Carbodiimide compounds; And a hand and toenails care material.
The method according to claim 1,
Wherein the hand and toe care substance comprises a carboxyl group or an amine group in the molecule.
The method according to claim 1,
The hand and claw care material may be selected from the group consisting of AMP-Isostearyl Hydrolyzed Silk, Bis-Aminopropyl Dimethicone / IPDI Copolymer, Capryloylserine / And the like. Examples of the surfactant include capryloyl serine / silk amino acid methyl ester, deoxyglutamyl fructose, dimethyl urea, Hydrolyzed collagen, Hydrolyzed keratin, 2-Methylpropanal, Palmitoyl Serine / Silk Amino Acids Methyl Esters and Polyacrylate-12, and undecenoyl serine / silk Wherein the composition is at least one selected from the group consisting of amino acid methyl ether (Undecenoyl Serine / Silk Amino Acid Methyl Esters).
The method according to claim 1,
Wherein the hand and toe care substance has a functional group capable of being covalently bonded to protein residues on the nail or toenail surface.
5. The method of claim 4,
The functional group covalently bonded to the protein is selected from imide ester, aryl azide, diazyline, hydroxymethylphosphine, pentafluorophenyl ester, pyridyl disulfide, sulfo-hydroxy succinimide ester, alkoxyamine, hydrazide, The present invention relates to a process for the preparation of a compound of formula (I) wherein R 1 is selected from the group consisting of haloacetyl, azide, carbonate, aldehyde, propionaldehyde, butylaldehyde, nitrophenylcarbonate, aziridine, isocyanate, thiocyanate, epoxide, A composition for hand and toe care comprising at least one selected from the group consisting of oxycarbonylamidazole, imine, thiol, maleimide, vinylsulfone, ethyleneimine, thioether, acrylonitrile, acrylic acid or methacrylic acid ester, disulfide and ketone .
The method according to claim 1,
Wherein the carbodiimide compound is 0.001 to 10 parts by weight per 100 parts by weight of the total composition.
The method according to claim 1,
The carbodiimide compound and the hand and toe care substance are formulated into a single preparation in an encapsulated form; A composition for hand and toenail care formulated with two separate forms of carbodiimide compound and hand and toenail care substance respectively.
To the hand and claw care substance, a carbodiimide, imido ester, aryl azide, diazirine, hydroxymethylphosphine, pentafluorophenyl ester, pyridyl disulfide, sulfo-hydroxysuccinimide ester, alkoxyamine, Wherein the functional covalent bond is bonded to at least one protein selected from the group consisting of dodecyl,
A composition for hand and toe care comprising the reactive claw care material according to claim 8.